I think it's because it can remain an unspoken understanding. Tom and Wally have a history, and Jen was brand new to Wally. Tom also doesn't need to be told, as I'm sure he knows, not to imply that Jen doesn't.

Additionally, as a math nerd the idea of a soundboard passing the Turing test is really funny to me.

Yes! It dawned on me around about the time "Fredericks" started repeating himself that the conversation was reminding me of one of those early AI programs, such as the always delightful Dr. Sbaitso.

"THAT SHOULD SOLVE YOUR PROBLEM, LET'S MOVE ON TO DISCUSS ABOUT NEW PORT RICHEY"

From the latest To The Best of Our Knowledge podcast:

It's called the Turing Test, an annual event in which the most advanced computer programs try to fool a panel of judges into mistaking them for real people. And real people compete to try to win the coveted "Most Human Human Award." In this hour of To the Best of Our Knowledge, we'll meet Brian Christian, a Turing test participant. Also, Sherry Turkle on why we expect more from technology and less from each other.